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3,5,7-Trihydroxy-2-[7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1-benzouran-4-yl]-2,3-dihydrochromen-4-one

PubChem CID: 14849116

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Compound Synonyms CHEBI:176166, 3,5,7-trihydroxy-2-[7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1-benzouran-4-yl]-2,3-dihydrochromen-4-one
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 166.0
Hydrogen Bond Donor Count 6.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC(C2CCCC3CC(C4CCCCC4)CC32)CC2CCCCC12
Np Classifier Class Dihydroflavonols, Flavonolignans
Deep Smiles OCCcccccc6OC9cccccc6)OC)))O))))))))O))))COcccO)ccc6C=O)C%10O))))O
Heavy Atom Count 35.0
Classyfire Class 2-arylbenzofuran flavonoids
Description Constituent of Silybum marianum (milk thistle). Isosilychristin is found in coffee and coffee products and green vegetables.
Scaffold Graph Node Level OC1CC(C2CCCC3OC(C4CCCCC4)CC32)OC2CCCCC12
Isotope Atom Count 0.0
Molecular Complexity 765.0
Database Name fooddb_chem_all;hmdb_chem_all;imppat_phytochem;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id O00204, P22309, P0DMM9
Iupac Name 3,5,7-trihydroxy-2-[7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1-benzofuran-4-yl]-2,3-dihydrochromen-4-one
Class 2-arylbenzofuran flavonoids
Veber Rule False
Classyfire Superclass Phenylpropanoids and polyketides
Xlogp 2.1
Superclass Phenylpropanoids and polyketides
Gsk 4 400 Rule False
Molecular Formula C25H22O10
Scaffold Graph Node Bond Level O=C1CC(c2cccc3c2CC(c2ccccc2)O3)Oc2ccccc21
Inchi Key QYCJAWYDGRZSTO-UHFFFAOYSA-N
Silicos It Class Moderately soluble
Rotatable Bond Count 4.0
State Solid
Synonyms Isosilychristin hexaacetate, isosilychristin
Substituent Name 2-arylbenzofuran flavonoid, Flavonolignan, Furanoflavonoid or dihydroflavonoid, Hydroxyflavonoid, Flavanonol, Flavanone, 7-hydroxyflavonoid, 5-hydroxyflavonoid, 4'-hydroxyflavonoid, 3-hydroxyflavonoid, Flavan, Phenylbenzofuran, Chromone, 1-benzopyran, Methoxyphenol, Benzopyran, Chromane, Benzofuran, Methoxybenzene, Aryl alkyl ketone, Aryl ketone, Resorcinol, Phenol ether, Anisole, Phenol, Alkyl aryl ether, Benzenoid, Monocyclic benzene moiety, Vinylogous acid, Secondary alcohol, Polyol, Ketone, Oxacycle, Organoheterocyclic compound, Ether, Hydrocarbon derivative, Primary alcohol, Organooxygen compound, Carbonyl group, Alcohol, Aromatic heteropolycyclic compound
Esol Class Soluble
Functional Groups CO, cC(C)=O, cO, cOC
Compound Name 3,5,7-Trihydroxy-2-[7-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1-benzouran-4-yl]-2,3-dihydrochromen-4-one
Kingdom Organic compounds
Exact Mass 482.121
Formal Charge 0.0
Monoisotopic Mass 482.121
Hydrogen Bond Acceptor Count 10.0
Molecular Weight 482.4
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteropolycyclic compounds
Lipinski Rule Of 5 True
Inchi InChI=1S/C25H22O10/c1-33-17-6-10(2-4-14(17)28)23-13(9-26)19-12(3-5-15(29)25(19)35-23)24-22(32)21(31)20-16(30)7-11(27)8-18(20)34-24/h2-8,13,22-24,26-30,32H,9H2,1H3
Smiles COC1=C(C=CC(=C1)C2C(C3=C(C=CC(=C3O2)O)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Taxonomy Direct Parent 2-arylbenzofuran flavonoids
Np Classifier Superclass Lignans, Flavonoids

  • 1. Outgoing r'ship FOUND_IN to/from Silybum Marianum (Plant) Rel Props:Reference:ISBN:9788185042114